Abstract
We have studied the effects of several newly synthesized isoxazole and isoxazoline analogues of retinoids on induction of terminal differentiation and “in vitro” growth of tumor cell lines. Some of the tested compounds (VI, IXa, XIIb) exhibit: (a) ability to induce adipogenic conversion of Ha-ras-1 transformed FH06T1-1 chinese hamster fibroblasts: (b) antiproliferative activity toward tumor cell lines, including the erythroleukemic K562 and FL cell lines and the FH06T1-1 cell line. The reported data could be of interest to identify drugs of possible application in experimental anti-cancer therapy.
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References
Sporn, M. B., Newton, D. L., Roberts, A. B., De Larco, J. E. and Todaro, G. J., Molecular Actions and Targets for Cancer, Chemotherapeutic Agents, Sartorelli, A. C, Bertino, J. R. and Lazo, J. S., Eds., Academic Press: New York, (1980).
Sporn, M. B., Roberts, A. B. and Goodman D. S., The Retinoids, Vol 2, New York: Academic Press, (1984).
Dawson, M. I., Hobbs, P. D., Derdzinski, K. A., Chao, W. R., Frenking, G., Loew, G. H., Jetten, A. M., Napoli, J. L., Williams, J. B., Sani, B. P., Wille, Jr., J. J. and Schiff, L. J., J. Med. Chem. 32, 1504–1517, (1989).
Kagechika, H., Himi, T., Kawachi, E. and Shudo, K., J. Med. Chem. 32, 2292–2296, (1989).
Loeliger, P., Bollag, W. and Mayer, H., Eur. J. Med. Chem. Chim. Ther. 15, 9–15 (1980)
Marcello, C. L. and Madison, K. C. Arch. Dermatol. Res. 276, 381–389, (1984).
Faber, E. M., Abel, E.A. and Charuworn, A. J. Am. Acad. Dermatol. 8, 311–321, (1983).
Lasnitzki, I., Br. J. Cancer 34, 239–248, (1976).
Wilkoff, L. J., Peckham, J. C, Dulmadge, E. A., Mowry, R. W. and Chopra, D. P., Cancer Res 36, 964–972, (1976).
Chopra, D. P., Wilkoff, L. J. and Sporn, M. B., Eur. J. Cancer 15, 1417–1423, (1979).
Newton, D. L., Henderson, W. R. and Sporn, M. B., Cancer Res 40, 3413–3425, (1980).
Sporn, M. B., Squire, R. A., Brown, C. C, Smith, J. M., Wenk, M. L. and Springer, S., Sicence (Washington, D.C.) 195, 487–489, (1977).
Grubbs, C. J., Moon, R. C, Squire, R. A., Farrow, G. M., Stinson, S. F., Goodman, D. G., Brown, C. C. and Sporn, M. B., Science (Washington, D. C.) 198, 743–744, (1977).
Cunliffe, W.J. and Miller, A.J., Eds. Retinoid Therapy, MTP: Lancaster, (1984).
Strickland, S., Breitman, T.R., Frickel, F., Nurrenbach, A., Hadicke, E. and Sporn, M. B., Cancer Res, 43, 5268–5272, 1983).
Bollag, W., Lancet, 860–863,(1983).
Mayer, H., Bollag, W., Hanni, R. and Ruegg, R., Experientia, 34, 1105–1119, (1978).
Baraldi P. G.; Barco, A., Benetti, S., Guarnen, M., Manfredini, S., Pollini, G. P. and Simoni, D., Tetrahedron Lett 29, 1307–1310, (1988).
Nastruzzi, C, Simoni, D., Manfredini, S., Barbieri, R., Feriotto, G., Baraldi, P.G., Spandidos, D., Guarnen, M. and Gambari, R., Anticancer Res 9, 1377–1384, (1989).
Baraldi, P. G., Guarnen, M., Manfredini, S., Simoni, D., Aghazade Tabrizi, M., Barbieri, R., Gambari, R. and Nastruzzi, C, Eur. J. Med. Chem. Chim. Ther. 25, 279–284 (1990).
Spandidos, D.A. and Wilkie, N. M., Nature 310, 469–475, (1984).
Gambari, R., J. Cancer Research and Clinical Oncology 116, 1027–1028, (1990).
Still, W.C, Kahn, M. and Mitra, A., J. Org. Chem. 43, 2923–2925, (1978)
Friend, C, Scher, W., Holland J.G. and Sato, T., Proc. Natl. Acad. Sci. USA 68, 378–383, (1971).
Cioé, L., McNab, A., Hubbel, H.R., Meo, P., Curtis, P. and Rovera, G., Cancer Res 41, 237–240 (1981).
Gambari, R., del Senno, L., Barbieri, R., Viola, L., Tripodi, M., Raschellà, G. and Fantoni, A., Cell Differentiation 14, 87,(1984).
Gambari, R. and Spandidos, D.A., Cell. Biol. Int. Rep. 10, 173–178, (1986).
Coquelet, C, Roussillon, S., Conduzorgues, J.P. and Bonne, C, Drug of the Future 11, 7, 557–558, (1986).
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Simoni, D. et al. (1991). Synthesys of Isoxazole and Isoxazoline Derivatives of Retinoids: Effects on Growth and Differentiation of Tumor Cells. In: Rizzarelli, E., Theophanides, T. (eds) Chemistry and Properties of Biomolecular Systems. Topics in Molecular Organization and Engineering, vol 8. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-3620-4_10
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DOI: https://doi.org/10.1007/978-94-011-3620-4_10
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